IL274887B2 - Microbiocidal thiazole derivatives - Google Patents
Microbiocidal thiazole derivativesInfo
- Publication number
- IL274887B2 IL274887B2 IL274887A IL27488720A IL274887B2 IL 274887 B2 IL274887 B2 IL 274887B2 IL 274887 A IL274887 A IL 274887A IL 27488720 A IL27488720 A IL 27488720A IL 274887 B2 IL274887 B2 IL 274887B2
- Authority
- IL
- Israel
- Prior art keywords
- calkyl
- ccycloalkyl
- phenyl
- hydrogen
- halogen
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (13)
1. / Claims: 1. A compound of formula (I): (I) wherein, R is fluoro; R is hydrogen, C-Calkyl, C-Calkoxy, C-Chaloalkyl, or C-Ccycloalkyl; R is halogen, C-Calkyl, C-Calkoxy, C-Chaloalkyl, or C-Ccycloalkyl; R is hydrogen, C-Calkyl, C-Calkoxy, C-Chaloalkyl, or C-Ccycloalkyl; R is hydrogen, halogen, C-Calkyl, C-Calkenyl, C-Calkynyl, C-Chaloalkyl, C- Chaloalkenyl, C-Chaloalkynyl, hydroxyC-Calkyl, cyanoC-Calkyl, C-Ccycloalkyl, phenyl or heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2, 3 or 4 heteroatoms individually selected from nitrogen, oxygen and sulfur, and wherein the, C-Ccycloalkyl, phenyl and heteroaryl moieties are each optionally substituted with 1 to 3 groups represented by R; R is hydrogen, halogen, C-Calkyl, C-Calkenyl, C-Calkynyl, C-Chaloalkyl, C-Chaloalkenyl, C-Chaloalkynyl, hydroxyC-Calkyl, cyanoC-Calkyl, C-Ccycloalkyl, phenyl or heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2, 3 or 4 heteroatoms individually selected from nitrogen, oxygen and sulfur, and wherein the C- Ccycloalkyl, phenyl and heteroaryl moieties are each optionally substituted with 1 to 3 groups represented by R; R is halogen, cyano, hydroxyl, C-Calkyl, C-Calkoxy, or C-Ccycloalkyl; X is N; or a salt or an N-oxide thereof. 35 274887/
2. The compound according to claim 1, wherein R is hydrogen, methyl, ethyl, methoxy or ethoxy.
3. The compound according to any one of claims 1 or claim 2, wherein R is halogen or C-Calkyl.
4. The compound according to any one of claims 1 to 3, wherein R is hydrogen, methyl, ethyl, methoxy or ethoxy.
5. The compound according to any one of claims 1 to 4, wherein R is hydrogen, halogen, C- Calkyl, C-Calkynyl, C-Ccycloalkyl, or phenyl, wherein the C-Ccycloalkyl and phenyl moieties are each optionally substituted with 1 to 3 groups represented by R.
6. The compound according to any one of claims 1 to 5, wherein R is hydrogen, halogen, C-Calkyl, C-Calkenyl, C-Calkynyl, C-Ccycloalkyl, or phenyl, wherein the heteroaryl moiety is a 5- or 6-membered aromatic monocyclic ring comprising 1, 2, or 3 heteroatoms individually selected from nitrogen, oxygen and sulfur, and wherein the C-Ccycloalkyl, phenyl and heteroaryl moieties are optionally substituted with 1 to 3 groups represented by R.
7. The compound according to any one of claims 1 to 6, wherein R is halogen, C-Calkyl, or C- Calkoxy. 9.
8. The compound according to any one of claims 1 to 7, wherein when R is hydrogen or C-Calkyl, R is C-Calkyl, phenyl, or thienyl, wherein the phenyl and thienyl moieties are optionally substituted with 1 or 2 groups selected from R.
9. The compound according to any one of claims 1 to 7wherein the compound of formula (I) is 2-[(2,6-difluoro-4-pyridyl)amino]-5-methyl-N-(2-methylcyclobutyl)thiazole-4-carboxamide (1.c.19), 2-[(2,6-difluoro-4-pyridyl)amino]-N-(2-ethylcyclobutyl)-5-methyl-thiazole-4-carboxamide (1.d.19), N-(2,2- difluorocyclobutyl)-2-[(2,6-difluoro-4-pyridyl)amino]-5-methyl-thiazole-4-carboxamide (1.p.19), 2-[(2,6-difluoro-4-pyridyl)amino]-N-(2,2-dimethylcyclobutyl)-5-methyl-thiazole-4-carboxamide (1.r.19), or N-(2,2-diethylcyclobutyl)-2-[(2,6-difluoro-4-pyridyl)amino]-5-methyl-thiazole-4-carboxamide (1.s.19).
10. An agrochemical composition comprising a fungicidally effective amount of a compound of formula (I) according to any one of claims 1 to 9.
11. The composition according to claim 10, further comprising at least one additional active ingredient and/or an agrochemically-acceptable diluent or carrier.
12. A method of controlling or preventing infestation of useful plants by phytopathogenic microorganisms, wherein a fungicidally effective amount of a compound of formula (I) according to any 274887/ of claims 1 to 11, or a composition comprising this compound as active ingredient, is applied to the plants, to parts thereof or the locus thereof.
13. Compound of formula (I) according to any one of claims 1 to 9 for use as a fungicide.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP17204474 | 2017-11-29 | ||
| PCT/EP2018/082711 WO2019105933A1 (en) | 2017-11-29 | 2018-11-27 | Microbiocidal thiazole derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| IL274887A IL274887A (en) | 2020-07-30 |
| IL274887B1 IL274887B1 (en) | 2023-04-01 |
| IL274887B2 true IL274887B2 (en) | 2023-08-01 |
Family
ID=60515236
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL274887A IL274887B2 (en) | 2017-11-29 | 2020-05-24 | Microbiocidal thiazole derivatives |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US11882834B2 (en) |
| EP (1) | EP3717479B1 (en) |
| JP (1) | JP7241751B2 (en) |
| KR (1) | KR102697953B1 (en) |
| CN (1) | CN111406055B (en) |
| AR (1) | AR113842A1 (en) |
| AU (1) | AU2018376161B2 (en) |
| CA (1) | CA3082950A1 (en) |
| CL (1) | CL2020001427A1 (en) |
| CO (1) | CO2020006778A2 (en) |
| EA (1) | EA202091322A1 (en) |
| ES (1) | ES2955934T3 (en) |
| GE (2) | GEAP202215378A (en) |
| HU (1) | HUE062751T2 (en) |
| IL (1) | IL274887B2 (en) |
| MX (1) | MX2020005425A (en) |
| TW (1) | TWI781255B (en) |
| UA (1) | UA128452C2 (en) |
| UY (1) | UY37982A (en) |
| WO (1) | WO2019105933A1 (en) |
| ZA (1) | ZA202002744B (en) |
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| WO2020058160A1 (en) * | 2018-09-19 | 2020-03-26 | Syngenta Participations Ag | Methods of controlling or preventing infestation of cereal plants by the phytopathogenic microorganism fusarium pseudograminearum |
| JP7834660B2 (en) * | 2020-06-03 | 2026-03-24 | シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト | Microbicidal derivatives |
| CA3178082A1 (en) | 2020-06-03 | 2021-12-09 | David Burns | Fungicidal compositions |
| BR112022024792A2 (en) | 2020-06-03 | 2022-12-27 | Syngenta Crop Protection Ag | FUNGICIDAL COMPOSITIONS |
| EP4440315A1 (en) | 2021-12-02 | 2024-10-09 | Syngenta Crop Protection AG | Fungicidal compositions |
| WO2023111996A1 (en) | 2021-12-17 | 2023-06-22 | Reglagene Holding, Inc. | Compositions and methods of making and using small molecules in the treatment of cancer |
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| TW202439972A (en) | 2022-11-30 | 2024-10-16 | 瑞士商先正達農作物保護股份公司 | Fungicidal compositions |
| AR131665A1 (en) | 2023-02-01 | 2025-04-16 | Syngenta Crop Protection Ag | FUNGICIDAL COMPOSITIONS |
| US12215102B2 (en) | 2023-02-28 | 2025-02-04 | Reglagene, Inc. | Compositions and methods for making and using small molecules for tubulin-targeted therapy in the treatment of cancers and related conditions |
| AU2024302452A1 (en) | 2023-06-14 | 2025-12-04 | Syngenta Crop Protection Ag | Fungicidal compositions |
| PY2447478A (en) | 2023-06-14 | 2025-03-18 | Syngenta Crop Protection Ag | FUNGICIDAL COMPOSITIONS |
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2018
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| WO2010012793A1 (en) * | 2008-08-01 | 2010-02-04 | Bayer Cropscience Sa | Fungicide aminothiazole derivatives |
| WO2017207362A1 (en) * | 2016-05-30 | 2017-12-07 | Syngenta Participations Ag | Microbiocidal thiazole derivatives |
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